HCID 68579723, compound → HCID 68579806, compound

HRID 886962Notes

Reaction equation

HRID 886962 reaction equation
O[C:2]1([C:6]2[C:16]3[O:15][CH2:14][CH2:13][N:12]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:11][C:10]=3[CH:9]=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3]1>[Pd].CO>[CH:2]1([C:6]2[C:16]3[O:15][CH2:14][CH2:13][N:12]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:11][C:10]=3[CH:9]=[CH:8][CH:7]=2)[CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 68579723HCID 68579723, compound

Product 1

HCID 68579806HCID 68579806, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 9-(1-hydroxycyclobutyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (108 mg, 0.338 mmol) and 10% palladium on carbon (100 mg) in methanol (10 ml) was stirred at room temperature for 24 hr under a hydrogen atmosphere, and the insoluble material was filtered off. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the desired product (40.0 mg, 39.0%) as an oil.

Workup

  1. filtrationthe insoluble material was filtered off
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-f68ca20463f94d32998ad6726c13c125
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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